Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition

Abstract: Enzymes and peptide catalysts consist of the same building blocks but require vastly different environments to operate best. Herein, we show that an enzyme and a peptide catalyst can work together in a single reaction vessel to catalyze a two‐step cascade reaction with high chemo‐ and stereoselectivity. Abundant linear alcohols, nitroolefins, an alcohol oxidase, and a tripeptide catalyst provided chiral γ‐nitroaldehydes in aqueous buffer. High yields (up to 92 %) and stereoselectivities (up to 98 % ee) were achieved for the cascade through the rational design of the peptide catalyst and the identification of common reaction conditions.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition ; day:14 ; month:02 ; year:2024 ; extent:5
Angewandte Chemie ; (14.02.2024) (gesamt 5)

Creator
Möhler, Jasper
Pickl, Mathias
Reiter, Tamara
Simić, Stefan
Rackl, Jonas W.
Kroutil, Wolfgang
Wennemers, Helma

DOI
10.1002/ange.202319457
URN
urn:nbn:de:101:1-2024021514081860298006
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:37 AM CEST

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